The insurance companies are insuring the whole house, not just the roof. It makes no sense for them to refuse a claim on a roof that is not secure if doing so results in a much larger claim a few months later for water damage inside the house.
The chance of your ordinarily having to make a large claim is remote, so your $1,500 premium per year is enough for them to pay out $12,000 on a new roof every 20 years and still make a tidy profit. Don't worry - they have it all worked out.
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